7751-67-9Relevant articles and documents
Synthesis of 3&β,29-Dihydroxystigmasta-5,24(28)(E)-dien-7-one
Le, Phu H.,Preus, Martin Wuu,McMorris, Trevor C.
, p. 2163 - 2167 (1982)
The synthesis of 3β,29-dihydroxystigmasta-5,24(28)(E)-dien-7-one from 3β-acetoxy-22,23-dinorcholenaldehyde has been achieved in an overall yield of 7 percent..Witting reaction of the aldehyde and diethyl (3-methyl-2-oxobutyl)phosphonate anion gave 3β-acetoxycholesta-5,22-dien-24-one which was hydrogenated selectively, and the saturated ketone was allowed to react with the anion of diethyl (cyanomethyl)phosphonate.The resulting nitrile was reduced via the alehyde to 29-hydroxyfucosterol by using DIBAL-H.Acetylation of this diol and oxidation with chromium trioxide-3,5-dimethylpyrazole afforded the 7-ketone.Mild hydrolysis of the acetate groups completed the synthesis.
Stereoselective synthesis of 24-hydroxylated compounds useful for the preparation of aminosterols, vitamin D analogs, and other compounds
-
Page/Page column 28, (2016/11/02)
A method is described for stereoselectively reducing an unsaturated alkyl ketone substituent attached to a fused ring base. In this method, the unsaturated alkyl ketone reacts with a chiral oxazaborolidine reagent. This reaction stereoselectively reduces
One pot synthesis of mono- and spirocyclic α-phosphonato-α,β- unsaturated cycloenones
Gil, Jun Mo,Hah, Jung Hwan,Park, Kwang Young,Oh, Dong Young
, p. 3205 - 3208 (2007/10/03)
A one pot ozonolysis/intramolecular aldol condensation(with the aid of T(s)OH and Et3N as catalysts) of β-keto-ω-alkenylphosphonates provided the α-phosphonato-α,β-unsaturated cycloenone with good yields.